data_9F5 # _chem_comp.id 9F5 _chem_comp.name "(2~{S})-2-oxidanyl-2-(3-phenoxyphenyl)ethanoic acid" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C14 H12 O4" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms "3-Phenoxymandelic acid" _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2017-05-16 _chem_comp.pdbx_modified_date 2020-06-17 _chem_comp.pdbx_ambiguous_flag N _chem_comp.pdbx_release_status REL _chem_comp.pdbx_replaced_by ? _chem_comp.pdbx_replaces ? _chem_comp.formula_weight 244.243 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 9F5 _chem_comp.pdbx_model_coordinates_details ? _chem_comp.pdbx_model_coordinates_missing_flag N _chem_comp.pdbx_ideal_coordinates_details Corina _chem_comp.pdbx_ideal_coordinates_missing_flag N _chem_comp.pdbx_model_coordinates_db_code 5O0D _chem_comp.pdbx_subcomponent_list ? _chem_comp.pdbx_processing_site EBI # # loop_ _chem_comp_atom.comp_id _chem_comp_atom.atom_id _chem_comp_atom.alt_atom_id _chem_comp_atom.type_symbol _chem_comp_atom.charge _chem_comp_atom.pdbx_align _chem_comp_atom.pdbx_aromatic_flag _chem_comp_atom.pdbx_leaving_atom_flag _chem_comp_atom.pdbx_stereo_config _chem_comp_atom.model_Cartn_x _chem_comp_atom.model_Cartn_y _chem_comp_atom.model_Cartn_z _chem_comp_atom.pdbx_model_Cartn_x_ideal _chem_comp_atom.pdbx_model_Cartn_y_ideal _chem_comp_atom.pdbx_model_Cartn_z_ideal _chem_comp_atom.pdbx_component_atom_id _chem_comp_atom.pdbx_component_comp_id _chem_comp_atom.pdbx_ordinal 9F5 C10 C1 C 0 1 Y N N -20.166 -30.220 -39.111 -0.535 -1.138 0.423 C10 9F5 1 9F5 C13 C2 C 0 1 Y N N -22.385 -32.227 -41.229 -2.458 0.312 -0.786 C13 9F5 2 9F5 C15 C3 C 0 1 Y N N -22.833 -34.404 -40.326 -4.599 1.382 -0.701 C15 9F5 3 9F5 C17 C4 C 0 1 Y N N -21.596 -32.791 -39.030 -3.863 0.045 1.144 C17 9F5 4 9F5 O01 O1 O 0 1 N N N -19.866 -25.213 -38.099 3.208 0.971 1.920 O01 9F5 5 9F5 C02 C5 C 0 1 N N N -19.072 -26.150 -37.816 3.537 0.892 0.621 C02 9F5 6 9F5 O03 O2 O 0 1 N N N -17.915 -26.168 -38.321 4.692 0.742 0.298 O03 9F5 7 9F5 C04 C6 C 0 1 N N S -19.500 -27.253 -36.873 2.466 0.992 -0.434 C04 9F5 8 9F5 O05 O3 O 0 1 N N N -20.854 -27.076 -36.531 3.072 0.999 -1.729 O05 9F5 9 9F5 C06 C7 C 0 1 Y N N -19.330 -28.584 -37.567 1.537 -0.189 -0.321 C06 9F5 10 9F5 C07 C8 C 0 1 Y N N -18.227 -29.382 -37.310 1.903 -1.410 -0.856 C07 9F5 11 9F5 C08 C9 C 0 1 Y N N -18.090 -30.600 -37.963 1.053 -2.495 -0.754 C08 9F5 12 9F5 C09 C10 C 0 1 Y N N -19.054 -31.016 -38.867 -0.165 -2.362 -0.115 C09 9F5 13 9F5 O11 O4 O 0 1 N N N -21.178 -30.563 -40.037 -1.730 -1.006 1.056 O11 9F5 14 9F5 C12 C11 C 0 1 Y N N -21.701 -31.876 -40.073 -2.676 -0.222 0.476 C12 9F5 15 9F5 C14 C12 C 0 1 Y N N -22.950 -33.487 -41.363 -3.420 1.112 -1.372 C14 9F5 16 9F5 C16 C13 C 0 1 Y N N -22.158 -34.053 -39.169 -4.819 0.850 0.556 C16 9F5 17 9F5 C18 C14 C 0 1 Y N N -20.292 -29.000 -38.470 0.320 -0.050 0.319 C18 9F5 18 9F5 H1 H1 H 0 1 N N N -22.478 -31.512 -42.033 -1.536 0.105 -1.308 H1 9F5 19 9F5 H2 H2 H 0 1 N N N -23.267 -35.388 -40.422 -5.347 2.012 -1.159 H2 9F5 20 9F5 H3 H3 H 0 1 N N N -21.081 -32.522 -38.119 -4.035 -0.370 2.126 H3 9F5 21 9F5 H4 H4 H 0 1 N N N -19.443 -24.610 -38.699 3.930 0.901 2.561 H4 9F5 22 9F5 H5 H5 H 0 1 N N N -18.865 -27.228 -35.975 1.902 1.914 -0.293 H5 9F5 23 9F5 H6 H6 H 0 1 N N N -21.125 -27.768 -35.939 3.592 0.207 -1.923 H6 9F5 24 9F5 H7 H7 H 0 1 N N N -17.476 -29.058 -36.604 2.854 -1.516 -1.356 H7 9F5 25 9F5 H8 H8 H 0 1 N N N -17.231 -31.224 -37.766 1.341 -3.448 -1.173 H8 9F5 26 9F5 H9 H9 H 0 1 N N N -18.941 -31.959 -39.382 -0.829 -3.210 -0.035 H9 9F5 27 9F5 H10 H10 H 0 1 N N N -23.477 -33.753 -42.267 -3.250 1.528 -2.354 H10 9F5 28 9F5 H11 H11 H 0 1 N N N -22.068 -34.769 -38.366 -5.738 1.066 1.080 H11 9F5 29 9F5 H12 H12 H 0 1 N N N -21.145 -28.370 -38.676 0.035 0.904 0.737 H12 9F5 30 # # loop_ _chem_comp_bond.comp_id _chem_comp_bond.atom_id_1 _chem_comp_bond.atom_id_2 _chem_comp_bond.value_order _chem_comp_bond.pdbx_aromatic_flag _chem_comp_bond.pdbx_stereo_config _chem_comp_bond.pdbx_ordinal 9F5 C14 C13 DOUB Y N 1 9F5 C14 C15 SING Y N 2 9F5 C13 C12 SING Y N 3 9F5 C15 C16 DOUB Y N 4 9F5 C12 O11 SING N N 5 9F5 C12 C17 DOUB Y N 6 9F5 O11 C10 SING N N 7 9F5 C16 C17 SING Y N 8 9F5 C10 C09 DOUB Y N 9 9F5 C10 C18 SING Y N 10 9F5 C09 C08 SING Y N 11 9F5 C18 C06 DOUB Y N 12 9F5 O03 C02 DOUB N N 13 9F5 O01 C02 SING N N 14 9F5 C08 C07 DOUB Y N 15 9F5 C02 C04 SING N N 16 9F5 C06 C07 SING Y N 17 9F5 C06 C04 SING N N 18 9F5 C04 O05 SING N N 19 9F5 C13 H1 SING N N 20 9F5 C15 H2 SING N N 21 9F5 C17 H3 SING N N 22 9F5 O01 H4 SING N N 23 9F5 C04 H5 SING N N 24 9F5 O05 H6 SING N N 25 9F5 C07 H7 SING N N 26 9F5 C08 H8 SING N N 27 9F5 C09 H9 SING N N 28 9F5 C14 H10 SING N N 29 9F5 C16 H11 SING N N 30 9F5 C18 H12 SING N N 31 # # loop_ _pdbx_chem_comp_descriptor.comp_id _pdbx_chem_comp_descriptor.type _pdbx_chem_comp_descriptor.program _pdbx_chem_comp_descriptor.program_version _pdbx_chem_comp_descriptor.descriptor 9F5 InChI InChI 1.03 "InChI=1S/C14H12O4/c15-13(14(16)17)10-5-4-8-12(9-10)18-11-6-2-1-3-7-11/h1-9,13,15H,(H,16,17)/t13-/m0/s1" 9F5 InChIKey InChI 1.03 FPUCYPXKIFVDSD-ZDUSSCGKSA-N 9F5 SMILES_CANONICAL CACTVS 3.385 "O[C@H](C(O)=O)c1cccc(Oc2ccccc2)c1" 9F5 SMILES CACTVS 3.385 "O[CH](C(O)=O)c1cccc(Oc2ccccc2)c1" 9F5 SMILES_CANONICAL "OpenEye OEToolkits" 2.0.6 "c1ccc(cc1)Oc2cccc(c2)[C@@H](C(=O)O)O" 9F5 SMILES "OpenEye OEToolkits" 2.0.6 "c1ccc(cc1)Oc2cccc(c2)C(C(=O)O)O" # _pdbx_chem_comp_identifier.comp_id 9F5 _pdbx_chem_comp_identifier.type "SYSTEMATIC NAME" _pdbx_chem_comp_identifier.program "OpenEye OEToolkits" _pdbx_chem_comp_identifier.program_version 2.0.6 _pdbx_chem_comp_identifier.identifier "(2~{S})-2-oxidanyl-2-(3-phenoxyphenyl)ethanoic acid" # # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site 9F5 "Create component" 2017-05-16 EBI 9F5 "Initial release" 2017-06-28 RCSB 9F5 "Modify synonyms" 2020-06-05 PDBE # _pdbx_chem_comp_synonyms.ordinal 1 _pdbx_chem_comp_synonyms.comp_id 9F5 _pdbx_chem_comp_synonyms.name "3-Phenoxymandelic acid" _pdbx_chem_comp_synonyms.provenance ? _pdbx_chem_comp_synonyms.type ? ##